9-[2-Hydroxy-3-(3-hydroxyheptadeca-1,9-dien-4,6-diyn-8-yloxy)-3-methylbutoxy]-4-methoxyfuro[3,2-g]chromen-7-one

Details

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Internal ID 54dd574a-6a9a-48ea-a49d-54721ba4f06f
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Furanocoumarins > Psoralens > 5-methoxypsoralens
IUPAC Name 9-[2-hydroxy-3-(3-hydroxyheptadeca-1,9-dien-4,6-diyn-8-yloxy)-3-methylbutoxy]-4-methoxyfuro[3,2-g]chromen-7-one
SMILES (Canonical) CCCCCCCC=CC(C#CC#CC(C=C)O)OC(C)(C)C(COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2)O
SMILES (Isomeric) CCCCCCCC=CC(C#CC#CC(C=C)O)OC(C)(C)C(COC1=C2C(=C(C3=C1OC(=O)C=C3)OC)C=CO2)O
InChI InChI=1S/C34H40O8/c1-6-8-9-10-11-12-13-17-25(18-15-14-16-24(35)7-2)42-34(3,4)28(36)23-40-33-31-27(21-22-39-31)30(38-5)26-19-20-29(37)41-32(26)33/h7,13,17,19-22,24-25,28,35-36H,2,6,8-12,23H2,1,3-5H3
InChI Key DUYUEYQXMSACGP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H40O8
Molecular Weight 576.70 g/mol
Exact Mass 576.27231823 g/mol
Topological Polar Surface Area (TPSA) 108.00 Ų
XlogP 6.90
Atomic LogP (AlogP) 5.92
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-[2-Hydroxy-3-(3-hydroxyheptadeca-1,9-dien-4,6-diyn-8-yloxy)-3-methylbutoxy]-4-methoxyfuro[3,2-g]chromen-7-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9795 97.95%
Caco-2 - 0.8073 80.73%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7260 72.60%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8367 83.67%
OATP1B3 inhibitior + 0.8621 86.21%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7981 79.81%
P-glycoprotein inhibitior + 0.7750 77.50%
P-glycoprotein substrate + 0.6285 62.85%
CYP3A4 substrate + 0.6734 67.34%
CYP2C9 substrate - 0.8022 80.22%
CYP2D6 substrate - 0.8129 81.29%
CYP3A4 inhibition + 0.8460 84.60%
CYP2C9 inhibition - 0.7878 78.78%
CYP2C19 inhibition - 0.6771 67.71%
CYP2D6 inhibition - 0.8654 86.54%
CYP1A2 inhibition - 0.7522 75.22%
CYP2C8 inhibition + 0.7717 77.17%
CYP inhibitory promiscuity - 0.7428 74.28%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8900 89.00%
Carcinogenicity (trinary) Non-required 0.5350 53.50%
Eye corrosion - 0.9892 98.92%
Eye irritation - 0.9183 91.83%
Skin irritation - 0.7402 74.02%
Skin corrosion - 0.9423 94.23%
Ames mutagenesis - 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4099 40.99%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.8182 81.82%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.8907 89.07%
Acute Oral Toxicity (c) III 0.3999 39.99%
Estrogen receptor binding + 0.8380 83.80%
Androgen receptor binding + 0.7789 77.89%
Thyroid receptor binding + 0.5873 58.73%
Glucocorticoid receptor binding + 0.7680 76.80%
Aromatase binding + 0.6431 64.31%
PPAR gamma + 0.7346 73.46%
Honey bee toxicity - 0.7517 75.17%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.6391 63.91%
Fish aquatic toxicity + 0.9958 99.58%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.86% 91.11%
CHEMBL2581 P07339 Cathepsin D 98.83% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 97.97% 99.17%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 97.27% 85.94%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.55% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 93.17% 93.99%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 93.10% 97.29%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 92.58% 92.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.17% 93.56%
CHEMBL3401 O75469 Pregnane X receptor 90.26% 94.73%
CHEMBL1907 P15144 Aminopeptidase N 89.74% 93.31%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.71% 95.56%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 87.97% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 87.41% 94.75%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 87.03% 89.34%
CHEMBL2535 P11166 Glucose transporter 85.85% 98.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.74% 89.00%
CHEMBL5409 Q8TDU6 G-protein coupled bile acid receptor 1 84.80% 93.65%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.89% 96.00%
CHEMBL1781 P11387 DNA topoisomerase I 83.61% 97.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.57% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.72% 99.23%
CHEMBL5043 Q6P179 Endoplasmic reticulum aminopeptidase 2 81.39% 91.81%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 81.09% 92.88%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.66% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.37% 86.33%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Angelica japonica
Brugmansia arborea
Duboisia leichhardtii
Solandra grandiflora

Cross-Links

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PubChem 85130530
LOTUS LTS0217313
wikiData Q104918498